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Sodium Hydroxide → Sodium 2-[{2-(1,3-benzodioxol-5-yl)ethyl}thio]-ethanesulfonate

HRID 1195283
ノート
印刷プレビュー

反応式

HRID 1195283 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][SH:12])=[CH:9][C:4]=2[O:3][CH2:2]1.Br[CH2:14][CH2:15][S:16]([O-:19])(=[O:18])=[O:17].[Na+:20].[OH-].[Na+]>C(O)C.O>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][S:12][CH2:14][CH2:15][S:16]([O-:19])(=[O:18])=[O:17])=[CH:9][C:4]=2[O:3][CH2:2]1.[Na+:20]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 158195122-(1,3-Benzodioxol-5-yl)ethanethiolHCID 236667972-Bromoethanesulfonic acid, sodium salt

生成物 1

HCID 23685598Sodium 2-[{2-(1,3-benzodioxol-5-yl)ethyl}thio]-ethanesulfonate収率 73.9%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒
HCID 962
Water
溶媒

実験手順

15 g of 2-(1,3-benzodioxol-5-yl)ethanethiol and 17.4 g of sodium 2-bromoethanesulfonate were dissolved in a mixture of 280 ml of ethanol and 120 ml of water. 3.3 g of sodium hydroxide was added to the solution and the mixture was heated under reflux for 1 h. The reaction mixture was concentrated and 500 ml of ethyl acetate and 500 ml of water were added thereto. After separation of the layers, the aqueous layer was acidified with hydrochloric acid. After extraction with n-butanol, the extract was washed with a saturated aqueous common salt solution. The solvent was distilled off to obtain 19 g of a faint yellow residue. This product was dissolved in a solution of 2.94 g of sodium hydroxide in dilute methanol and recrystallized therefrom to obtain 14.7 g of the intended compound in the form of colorless crystals.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 h
  3. concentrationThe reaction mixture was concentrated
  4. addition500 ml of ethyl acetate and 500 ml of water were added
  5. customAfter separation of the layers
  6. extractionAfter extraction with n-butanol
  7. washthe extract was washed with a saturated aqueous common salt solution
  8. distillationThe solvent was distilled off

出典と根拠

ORDレコード
ord-bcef9a4a4cee418d8c02d9b304f7598d
出典データセット
uspto-grants-1992_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05110956

反応ノート

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